Potassium tert-butoxide → HCID 69933848, compound

HRID 1861989Notes

Reaction equation

HRID 1861989 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]2[CH:20]=[C:19]([O:21]S(C)(=O)=O)[CH:18]=[CH:17][C:16]=2[Cl:26])[C:10](=[O:27])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].CC(C)([O-])C.[K+]>C(O)C.O>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]2[CH:20]=[C:19]([OH:21])[CH:18]=[CH:17][C:16]=2[Cl:26])[C:10](=[O:27])[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 86592746HCID 86592746, compound

Product 1

HCID 69933848HCID 69933848, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of product from step C (3.88 g, 9.65 mmol) and potassium t-butoxide (2.16 g, 19.3 mmol) in ethanol (100 mL) and H2O (5 ml) was heated at reflux for 3 hours. The reaction was concentrated in vacuo and the residue was partitioned between EtOAc and sat. NH4Cl. The organic layer was washed with H2O and brine, dried over magnesium sulfate, and concentrated in vacuo to give title product which was sufficiently pure for use in the next step.

Workup

  1. temperatureat reflux for 3 hours
  2. concentrationThe reaction was concentrated in vacuo
  3. customthe residue was partitioned between EtOAc and sat. NH4Cl
  4. washThe organic layer was washed with H2O and brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-9b933d2a33a54d97a597f746379ec3a2
Source dataset
uspto-grants-2003_03
Patent number
US06534506B2

Reaction notes

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